7alpha-Hydroxytestosterone

HCID 65541CAS 62-83-9
Substructure searchFind similar structures

Basic information

Standard SMILES
C[C@]12CC[C@H]3[C@@H]([C@H](O)CC4=CC(=O)CC[C@@]43C)[C@@H]1CC[C@@H]2O
InChIKey
RNCGWYKXAJCOLD-JUKXBMAYSA-N
Molecular formula
C19H28O3
Average molar mass
304.4 g/mol

Overview

7alpha -hydroxytestosterone is an androstanoid that is testosterone substituted by a alpha-hydroxy group at position 7. A natural product found in Daphnia magna exposed to the biocide tributyltin. It has a role as an androgen, a mouse metabolite and a Daphnia magna metabolite. It is a 17beta-hydroxy steroid, a 7alpha-hydroxy steroid, a 3-oxo-Delta(4) steroid and an androstanoid. It is functionally related to a testosterone.

Names & identifiers

Preferred name
7alpha-Hydroxytestosterone
IUPAC
(7R,8R,9S,10R,13S,14S,17S)-7,17-dihydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one

Names & synonyms

62-83-97-Hydroxytestosterone7alpha-Hydroxytestosterone6VJJ9I1FHRCHEBI:2295NSC-51179(7R,8R,9S,10R,13S,14S,17S)-7,17-dihydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one7alpha,17beta-dihydroxyandrost-4-en-3-oneAndrost-4-en-3-one, 7,17-dihydroxy-, (7alpha,17beta)-(7R,8R,9S,10R,13S,14S,17S)-7,17-dihydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta(a)phenanthren-3-oneRefChem:5470817?-Hydroxytestosterone
Show more names
UNII-6VJJ9I1FHR7alpha -hydroxytestosteroneSCHEMBL1332796RNCGWYKXAJCOLD-JUKXBMAYSA-N7.ALPHA.-HYDROXYTESTOSTERONE4-Androstene-7a,17b-diol-3-one,LMST02020068NSC 51179

Database identifiers

CAS
62-83-9
PubChem CID
65541
ChEBI
CHEBI:2295
UNII
6VJJ9I1FHR
EC Number
103-015-1
Nikkaji
J239.114G

Properties

Computed structural properties

XLogP
2.2
Topological polar surface area
57.5 Ų
Hydrogen bond donors
2
Hydrogen bond acceptors
3
Rotatable bonds
0
Heavy atoms
22

Experimental & physicochemical properties

LipidsLipids -> Sterol Lipids [ST] -> Steroids [ST02] -> C19 steroids (androgens) and derivatives [ST0202]

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H351 (100%): Suspected of causing cancer [Warning Carcinogenicity]

P203, P280, P318, P405, and P501 (click each P-code to see the statement)

The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

Hazard information

Hazard Classes and CategoriesCarc. 2 (100%)

Related reactions

2 records
New reaction record

Linked notes

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